title: Glycosyl-Nucleolipids as new bioinspired amphiphiles.
abstract: Four new Glycosyl-NucleoLipid (GNL) analogs featuring either a single fluorocarbon or double hydrocarbon chains were synthesized in good yields from azido thymidine as starting material. Physicochemical studies (surface tension measurements, differential scanning calorimetry) indicate that hydroxybutanamide-based GNLs feature endothermic phase transition temperatures like the previously reported double chain glycerol-based GNLs. The second generation of GNFs featuring a free nucleobase reported here presents a better surface activity (lower glim) compared to the first generation of GNFs.
authors.affiliation: INSERM U869, Bordeaux, F-33076, France. philippe.barthelemy@inserm.fr.
authors.forename: Laurent
authors.initials: L
authors.lastname: Latxague
authors.forename: Amit
authors.initials: A
authors.lastname: Patwa
authors.forename: Eric
authors.initials: E
authors.lastname: Amigues
authors.forename: Philippe
authors.initials: P
authors.lastname: Barthélémy
mesh_terms: D002152:Calorimetry, Differential Scanning; D057930:Click Chemistry; D005947:Glucose / Q000737:chemistry; D009705:Nucleosides / Q000138:chemical synthesis*; D013500:Surface Tension; D013501:Surface-Active Agents / Q000138:chemical synthesis*; D015215:Zidovudine / Q000737:chemistry
chemical_list: D009705:Nucleosides; D013501:Surface-Active Agents; D015215:Zidovudine; D005947:Glucose